Homoserine lactone hydrobromide → 2-Amino-4-bromobutanoic acid hydrobromide

HRID 1040502

Reaction equation

HRID 1040502 reaction equation
[BrH:1].[NH2:2][CH:3]1[CH2:8][CH2:7][O:6][C:4]1=[O:5]>Br.CC(O)=O>[BrH:1].[NH2:2][CH:3]([CH2:8][CH2:7][Br:1])[C:4]([OH:6])=[O:5]

Participants

4

Reactant 1

HCID 73508Homoserine lactone hydrobromide

Product 1

HCID 138779922-Amino-4-bromobutanoic acid hydrobromideYield 64%

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 260Hydrogen BromideSolvent

Conditions

Temperature
100 °C

Procedure

A suspension of α-amino-γ-butyrolactone hydrobromide in 30% HBr in HOAc was heated at 100° C. in a sealed tube for 5 days. The mixture was concentrated to give a white solid that was washed with Et2O to provide 23.1 g (64%) of 2-amino-4-bromo-butyric acid hydrobromide.

Workup

  1. concentrationThe mixture was concentrated
  2. customto give a white solid
  3. washthat was washed with Et2O

Sources & evidence

ORD record
ord-f38f179cf9dd4131a13e1590a509ceb1
Source dataset
uspto-grants-2013_10
Patent number
US08552205B2

Linked notes

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